تفاعل #344842

معادلة التفاعل

9-fluorenone

paraformaldehyde

sulfuric acid

sodium hydroxide

2-nitro-2'-hydroxy-5'-t-octylazobenzene

→

2-(2-hydroxy-5-t-octylphenyl)benzotriazole

المردود 81.0%

المذيبات

water

Methanol

water

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe reaction liquor is further stirred at the boiling point (73° C. ) for 6 hours
2. 2
   أخرىthus the reduction reaction
3. 3
   أخرىto precipitate a crystal
4. 4
   أخرىThe crystal thus obtained
5. 5
   ترشيحis filtered by suction
6. 6
   أخرىto separate the crystal
7. 7
   غسيلthe separated crystal is fully washed with water and further with methanol
8. 8
   أخرىThe washed crystal is then dried

الإجراء التجريبي

Example 11 of U.S. Pat. No. 4,780,541 is duplicated. This is an example of the use of an aldehyde reducing agent and the aromatic ketone 9-fluorenone as a catalyst. Methanol (110 ml), water (20 ml), 97% sodium hydroxide (12.4 g), and 2-nitro-2'-hydroxy-5'-t-octylazobenzene (17.8 g) are mixed and stirred. After adding 9-fluorenone (2.4 g) to the resultant mixture at 65° to 70° C., 80% paraformaldehyde (6 g) is added to the mixture for 4 hours, and then the reaction liquor is further stirred at the boiling point (73° C. ) for 6 hours, thus the reduction reaction having completed. Thereafter, water (50 ml) is added to the reaction liquor, and the reaction liquor is neutralized to pH 8 with 62% sulfuric acid (16 g) to precipitate a crystal. The crystal thus obtained is filtered by suction to separate the crystal, and the separated crystal is fully washed with water and further with methanol. The washed crystal is then dried, thus producing 13.1 g of 2-(2-hydroxy-5-t-octylphenyl)benzotriazole having a melting point of 103° to 105° C. at the yield of 81.0%. One can see that the reaction takes over 10 hours to complete.

المصدر